The following reagents/conditions are capable of selectively oxidizing a primary alcohol to an aldehyde a. Swern Oxidation, Jones Reagent (H₂CrO4), DIBAL-H, PCC b. Swern Oxidation, Jones Reagent (H₂CrO4), DIBAL-H c. Swen Oxidation, PCC d. Swern Oxidation, PCC, DIBAL-H H₂O+ 9. The acid-catalyzed hydrolysis of the epoxide drawn above will give a. A diol as a 50/50 mixture of enantiomers b. A diol as an enantiopure compound c. A diol as a meso compound d. No reaction 10. The reaction below is in equilibrium. Which of the following methods will help drive the reaction forward to form a near quantitative yield of products? Circle the entire answer and all answers that apply. OCH₂ + H₂O + 2 CH₂OH Use a large excess of methanol Use a chiral reagent Distill off the water that is formed in the reaction Add a drying agent, such as sodium sulfate -OCH,

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.57P
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a.
b.
d.
8. The following reagents/conditions are capable of selectively oxidizing a primary alcohol to
an aldehyde
a. Swern Oxidation, Jones Reagent (H₂CrO4), DIBAL-H, PCC
b. Swern Oxidation, Jones Reagent (H₂CrO4), DIBAL-H
c. Swen Oxidation, PCC
d. Swern Oxidation, PCC, DIBAL-H
H₂O+
9. The acid-catalyzed hydrolysis of the epoxide drawn above will give
a. A diol as a 50/50 mixture of enantiomers
b. A diol as an enantiopure compound
c. A diol as a meso compound
d. No reaction
10. The reaction below is in equilibrium. Which of the following methods will help drive the reaction
forward to form a near quantitative yield of products? Circle the entire answer and all answers
that apply.
OCH3
OCH₂
+
H₂O
+ 2 CH₂OH
Use a large excess of methanol
Use a chiral reagent
Distill off the water that is formed in the reaction
Add a drying agent, such as sodium sulfate
Transcribed Image Text:a. b. d. 8. The following reagents/conditions are capable of selectively oxidizing a primary alcohol to an aldehyde a. Swern Oxidation, Jones Reagent (H₂CrO4), DIBAL-H, PCC b. Swern Oxidation, Jones Reagent (H₂CrO4), DIBAL-H c. Swen Oxidation, PCC d. Swern Oxidation, PCC, DIBAL-H H₂O+ 9. The acid-catalyzed hydrolysis of the epoxide drawn above will give a. A diol as a 50/50 mixture of enantiomers b. A diol as an enantiopure compound c. A diol as a meso compound d. No reaction 10. The reaction below is in equilibrium. Which of the following methods will help drive the reaction forward to form a near quantitative yield of products? Circle the entire answer and all answers that apply. OCH3 OCH₂ + H₂O + 2 CH₂OH Use a large excess of methanol Use a chiral reagent Distill off the water that is formed in the reaction Add a drying agent, such as sodium sulfate
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